Glen Oak Hills Homes for Sale

Welcome to Glen Oak Hills, a picturesque subdivision nestled in the heart of Madison, Wisconsin, within the vibrant Dane County. This charming community is known for its serene atmosphere, friendly neighbors, and convenient access to the best that Madison has to offer. If you’re looking for a place that combines suburban tranquility with urban amenities, Glen Oak Hills is the perfect fit.

The homes for sale in Glen Oak Hills reflect a harmonious blend of modern design and classic charm. From spacious single-family homes with lush yards to cozy townhouses, this subdivision offers a variety of options to suit every lifestyle and budget. Many of the residences feature open floor plans, updated kitchens, and beautifully landscaped gardens, making them ideal for both entertaining and family living.

Residents of Glen Oak Hills enjoy a wealth of nearby amenities, including parks, walking trails, and recreational facilities. The subdivision is just a short drive from downtown Madison, where you can explore an array of dining, shopping, and cultural experiences. The community is also conveniently located near top-rated schools, making it a great choice for families.

With homes for sale in Glen Oak Hills, you have the opportunity to become part of a welcoming community that values quality of life and a strong sense of belonging. Whether you’re a first-time homebuyer or looking to settle down, Glen Oak Hills offers a beautiful backdrop for your next chapter. Discover your dream home today in this idyllic Madison neighborhood!

Newest Glen Oak Hills Homes for Sale

$339,000

2 Beds ⋅ 1 Baths ⋅ 2026729 MLS ⋅ ACTIVE Status

Welcome home to this charming, move-in ready gem nestled on a private, tree-lined lot in one of Madison's most desirable west side neighborhoods & Crestwood Elementary School District. Thoughtfully updated, this home offers the perfect combination of character & comfort.The beautifully remodeled kitchen is the heart of the home, opening to warm and inviting living spaces highlighted by a cozy fireplace with a newer insert. The heated 3-season room with in-floor heat provides the perfect spot to enjoy your morning coffee or unwind after a long day. Location truly sets this home apart. Enjoy easy access to Madison's extensive bike path system for a quick ride or walk to downtown, plus you're just minutes from parks, shopping & restaurants. Recent Updates Include: Roof (2021), Fireplace Insert (2021), Furnace (2020), Anderson Windows (2023), and Brand-New Water Heater & Water Softener (2026). UHP Ultimate Home Warranty included.

5513 Old Middleton Rd, Madison

$459,900

3 Beds ⋅ 2 Baths ⋅ 2026000 MLS ⋅ ACTIVE Status

Whole house interior paint refresh in July 2026. Nestled in the charming Glen Oak Hills neighborhood, this 3-bedroom, 2-bath ranch offers a peaceful retreat in the heart of Madison. Located directly across from the park, enjoy beautiful views of mature trees, seasonal foliage, and abundant wildlife. Natural light fills the home, highlighting hardwood floors throughout most of the main level. The inviting living room features a skylight and overlooks the picturesque front yard. The kitchen was fully remodeled in 2016 and offers abundant cabinetry plus an eat-in dining area. Two BR/full BA complete the main level, including a spacious primary bedroom created by combining two original bedrooms. A breezeway provides additional living space and access to the back deck. Oversized 2-car garage with exceptional storage. The finished lower level offers a third bedroom or flexible living space, plus a full BA and laundry. Conveniently located with easy access to all Madison has to offer!

302 Glen Hwy, Madison

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